Wetting agents for mercerizing solutions



Patented June 9, 1936 UNETED' STATES PATENT OFFICE 7 WETTING AGENTS FOR MERCERIZING SOLUTIONS Ferdinand Miinz and Otto Bayer, Frankfort-onthe-Main, Germany,

assignors to General Aniline Works, Inc., New York, N. Y., a corporation of Delaware No Drawing. Application June 8, 1933, Serial No. 674,922. In Germany June 14, 1932 6 Claims.

R1 being an alkyl-group containing at least 3 carbon atoms, R2 being any alkyl-group which may contain a further alkylamine radicle, thus formed have an excellent wetting efiect in strong caustic alkali solutions, they are very resistant towards alkaline solutions and cause foaming only to a small degree; they therefore fulfill all practical requirements.

As in the case of other wetting agents the wetting effect of the present products may be increased by adding solvents or other substances which are per se difficultly soluble in strong caustic alkaline solutions since the above amides of dithiocarbonic acid are distinguished by a good dissolving or dispersing power for the said additional substances. The addition of well known dispersing agents, such as phenols, sulfurized phenols or highly sulfonated oils may be of advantage in many cases.

In order to further illustrate our invention the is complete the excess of carbon disulfide is removed. Crude cotton is wetted almost immediately by a customary mercerizing solution of 28-32 B. containing 1% of the product of the probable formula:

CHa-CHrCHs CHr-CHz-CH;

SNa

Similar products are obtained by substituting the di-n-propylamine used above by equimolecular proportions of the following secondary amines:

CiHo 01H: NIH-CH2 NH or NH--- H1 C Ho CAHB of 100 to 105 boiling point which boils under 14 mm pressure at 116 The first secondary amine is obtained by reducing the azomethine from n-butyr-aldehyde and ethylamine of the formula the latter secondary amine by reducing the ammethine from n-butyr-aldehyde and ethylenediamine of the formula:

The corresponding new amides of dithiocarbonic acids have the probable formulae:

40 CHr-CHrCHr-CH: CHPCHr-GHPCH: HaO-HzC-H:O-H2C N-CHPOH! I N QH, Hi0 \N o=s and o s s \SH SH HS 45 following examples are given, the parts being by Example 2 To 100 parts of di-n-propylamine 200 parts of a caustic soda solution of 30 B. and 80 parts of carbon disulfide are added and when the reaction When using the di-n-butylamide of the probable formula /CH:OH:CHr-OH3 N S C H CHr-CHPCH;

opaque mercerizing solutions are obtained of a wetting power which is better than that of the product of Example 1. Clear solutions of an excellent wetting power may be obtained by adding a suitable dispersing agent.

Example 3 parts ofthe dipropylamide of Example 1 are mixed with 20 parts of the di-butylamide of A customary mercerizing solution Example 2. of 30'B. containing a clear solution of 0.5% of said mixture shows an excellent Wetting and shrinking efiect towards crude cotton.

Example 4 38 parts of carbon disulfide are added to 113 parts of n-butyl-mono-ethanol-amine while cooling. The formed product being probably the butyl-ethanol-amine saltof the dithiocarbonic acid butyl-mono-ethanol-amide of the probable formula CHrCHrGHg-GH! iseasily soluble inmercerizing solutions and represents an excellent wetting agent.

' Example 5;

To 129 parts. of di-n-butylamine and parts of a caustic soda solution of 40 B. at 20 to 25 '76 parts of carbon disulfide are added. The

pulp'of crystals thusformed is then dissolved in 1000 parts of crude cresol and 1400 parts of crude xylene-1. The mixture thus obtained represents a very eifective wetting agent for mercerizing solutions.

We claim:

1. Wetting agents for mercerizing solutions comprising mixtures of a dithiocarbonic acid amide of the general formula S-Alk wherein Alk means an alkali metal and R1 repreresents an alkylroup containing at least 3 carbon atoms, R2 any alkyl-group or any alkylamino alkyl group, and a dispersing agent selected from the group consisting of phenols, sulfurized' phenols and highly sulfonated oils.

2. Wetting agents for mercerizing solutions comprising mixtures of a dithiocarbonic acid amide of the general formula S-Alk wherein Alk means an alkali metal and R1 represents' an alkyl-group containing at least 3 carbon atoms, R2 any alkyl-group or any alkylamino alkyl group, and a phenol.

3. Alkaline mercerizing solutions containing as a wetting agent a dithiocarbonic acid amide of the general formula S--A1k wherein Alk means an alkali metal and R1 represents an alkyl-group containing at least 3 carbon atoms, R2 any alk'yl-group' or any alkylamino aikyl group. 7

4. A wetting agent for mercerizing solutions comprising a mixture of the dithiocarbonic acid,-

di-n-butylamide of the formula CH -CHz-CHr-CH:

/ CHPCHrCHrOHs 0:5,

S-Alk wherein Alk means an alkali metal and of crude cresol and crude xylenol.

5. Alkaline mercerizing solutions containing as a wetting 'agent the dithiocarbonic acid-di-npropylamide of the formula CH:CH2-CH:

CHz-CHrOH C=S s-mr wherein Alk means an alkali metal.

. FERDINAND MUNZ.

OTTO BAYER. 

